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Caribbean Islands

$119+ Cheap flights from Islip, NY (ISP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Aug 10 — Aug 171
Sun 8/10
Sun 8/17
1 adult, Economy
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Cheap flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated August 5, 2025.

Round-trip from

$205
(Cheapflightsfares)

One-way from

$119
(Frontier)

Popular in

December

Cheapest in

March

Average price

$299
From Islip Long Island to Caribbean Islands
Search Deals
One-way flight from Islip Long Island to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/205:05 pmISP - SJU
1 stop6h 54mFrontier
Fri 9/263:39 amSJU - ISP
1 stop7h 16mFrontier
Deal found 8/3$205
This JetBlue deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2811:40 amISP - SJU
1 stop8h 54mJetBlue
Sun 8/316:01 amSJU - ISP
1 stop6h 55mJetBlue
Deal found 8/3$330
This JetBlue deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:50 pmISP - MBJ
1 stop12h 33mJetBlue
Sat 1/310:45 amMBJ - ISP
1 stop8h 01mJetBlue
Deal found 8/3$447
This FlightHub deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/152:05 pmISP - PUJ
1 stop19h 07mFrontier
Fri 8/226:54 pmPUJ - ISP
2 stops41h 15mFrontier
Deal found 8/3$452
This Frontier deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/291:11 pmISP - MBJ
2 stops20h 37mFrontier
Sat 9/62:05 pmMBJ - ISP
2 stops17h 59mFrontier
Deal found 8/3$481
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:05 amISP - SDQ
1 stop29h 51mMultiple Airlines
Sun 8/245:05 pmSDQ - ISP
2 stops15h 03mMultiple Airlines
Deal found 8/3$508
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1711:35 amISP - PUJ
1 stop24h 10mMultiple Airlines
Wed 9/243:19 pmPUJ - ISP
2 stops19h 36mMultiple Airlines
Deal found 8/3$517
This Trip.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/258:59 amISP - STT
2 stops26h 14mMultiple Airlines
Fri 8/292:43 pmSTT - ISP
1 stop27h 55mMultiple Airlines
Deal found 8/3$530
This Frontier deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/247:43 pmISP - SDQ
2 stops17h 05mFrontier
Sun 8/311:53 pmSDQ - ISP
2 stops18h 15mFrontier
Deal found 8/2$580
This Expedia deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1912:35 pmISP - SDQ
1 stop24h 46mJetBlue
Sun 8/246:05 amSDQ - ISP
1 stop28h 46mJetBlue
Deal found 8/3$594
This Trip.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:33 pmISP - NAS
1 stop25h 22mMultiple Airlines
Sat 9/612:00 pmNAS - ISP
1 stop22h 50mMultiple Airlines
Deal found 8/4$607
This Frontier deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/178:48 pmISP - AUA
2 stops17h 32mFrontier
Sat 10/253:35 pmAUA - ISP
2 stops17h 19mFrontier
Deal found 8/3$638

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 5, 2025.
Use the filters below to find and compare flights from Islip to Caribbean Islands that are best for you.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 9/20

5:05 pm-11:59 pm

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Fri 9/26

3:39 am-10:55 am

1 stop7h 16m

$205

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 8/28

11:40 am-8:34 pm

1 stop8h 54m

San Juan Luis Munoz Marin Intl

Sun 8/31

6:01 am-12:56 pm

1 stop6h 55m

$330

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 11/2

11:05 am-10:20 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:40 am-3:20 pm

1 stop9h 40m

$422

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Sat 12/27

7:50 pm-8:23 am

1 stop12h 33m

Montego Bay Sangster Intl

Sat 1/3

10:45 am-6:46 pm

1 stop8h 01m

$447

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Fri 8/15

2:05 pm-9:12 am

1 stop19h 07m

Punta Cana

Fri 8/22

6:54 pm-12:09 pm

2 stops41h 15m

$452

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Fri 8/29

1:11 pm-8:48 am

2 stops20h 37m

Montego Bay Sangster Intl

Sat 9/6

2:05 pm-9:04 am

2 stops17h 59m

$481

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

Tue 8/19

6:05 am-11:56 am

1 stop29h 51m

Santo Domingo Las Americas

Sun 8/24

5:05 pm-8:08 am

2 stops15h 03m

$508

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Wed 9/17

11:35 am-11:45 am

1 stop24h 10m

Punta Cana

Wed 9/24

3:19 pm-10:55 am

2 stops19h 36m

$517

IslipSaint Thomas Island

ISP - STT

ISPSTT

Islip Long Island

Mon 8/25

8:59 am-11:13 am

2 stops26h 14m

Saint Thomas Island Cyril E King

Fri 8/29

2:43 pm-6:38 pm

1 stop27h 55m

$530

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

Sun 8/24

7:43 pm-12:48 pm

2 stops17h 05m

Santo Domingo Las Americas

Sun 8/31

1:53 pm-8:08 am

2 stops18h 15m

$580

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 33 results
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Best time to book a flight from Islip to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean Islands

What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to EPX?

Find hourly flight availability from Islip to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 5, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated August 5, 2025.
Read through reviews of airlines operating flights from Islip to Caribbean Islands, such as Southwest, JetBlue, and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,232 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean Islands?

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • What are the most popular routes from Islip, New York to Caribbean Islands?

    When deciding which route to take from Islip, New York to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Santo Domingo Las Americas or Islip Long Island - Punta Cana as they are the most popular.

  • Can I find deals for flights from Islip to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean Islands.

  • Can I find deals for business class flights from Islip to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Islip to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Islip to Caribbean Islands

Discover the top 3 airlines that operate flights from Islip to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$213FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$692FlexibilityNo cancel feeOn-time63%

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